The Best Festive Outfits to Wear Over the Holiday Season, According to T&C Editors

“Am I too predictable? Maybe, but festive dressing for me means my general uniform of black cropped pants and a blazer (with satin lapel for evening!) and a bigger than usual earring, and since we are talking holiday let’s go crazy and wear something that’s not yellow gold. The color of these earrings say party to me and they would sway when dancing, well what is more festive than that?” —Stellene Volandes, Editor in Chief

“A red lipstick is a holiday essential. This one, with its supremely elegant case, brings old-school glamour to public touch-ups.” —April Long, Beauty Director

“No holiday party outfit is complete without the perfect bag. And what says festive dressing more than sparkles!?” —Emily Burack, News Writer

“There’s a school of thought that evil eye jewelry should be gifted or inherited not self-bought. But we say tempt the gods, especially if the jewelry in question is by the Greek master Ileana Makri. If you want to play it safe, show these words to a friend, lover or loved one, and write in all caps: HINT, HINT.” —Erik Maza, Executive Style Director

“This divine Jennifer Behr headband, with its celestial crystals on black velvet, is the fastest—and most fun—way to jazz up any ensemble. I’m wearing it to every party this year and beyond.” —April Long, Beauty Director

“I invested in the velvet version of this fan-favorite maxi dress last year and immediately understood the hype. Now that they’ve debuted a glitzy metallic version, I think I can safely consider my holiday party look on lock.” —Lauren Hubbard, Contributor

“Nothing is more festive than wearing the party on your feet.” —Isiah Magsino, Style News Editor

“When you need to add a little sparkle to your outfit, these Sam Edelman heels do just the trick.” —Ana Osorno, Social Media Editor

“The French know their chunky sweaters, and among French labels the contemporary brand Octobre is particularly strong in the category. This limited edition capsule with Le Minor is for the discerning Francophile in your life i.e. the pickiest friend in your Secret Santa pool.” —Erik Maza, Executive Style Director

“This bowtie reminds me of a monarch butterfly, ideal for those who are in need of a regal touch to their holiday evening attire.” —Isiah Magsino, Style News Editor

“I’m taking cues from the T&C gift guide and leaning into the Joy of Hygge for my holiday gathering with friends. This Cos matching knit set in burgundy perfectly fits the ‘festive cozy’ vibe, especially when paired with a sparkly brooch or headband.” —Leena Kim, Editor

“When it comes to festive dressing, I like to wear something seasonally appropriate for this time of year, but also something that I can wear year-round. This shimmery dress fits the bill.” —Sophie Dweck, Associate Shopping Editor

“I’m opting for these party pants from Proenza Schouler this holiday season.” —Dania Ortiz, Fashion and Accessories Director

“I’m going to be spending the holidays in England this year, and nothing says “festive English countryside dressing” like a fair isle knit. I’m in the market for a light blue option and I think I just found my pick.” —Sophie Dweck, Associate Shopping Editor

“Rixo had endless options for finding the perfect party dress. I’m opting for black velvet with a festive bow this holiday season.” —MaryKate Boylan, Senior Fashion Editor